CAS 2182-14-1

(-)-Vindoline

Description:

(-)-Vindoline is a naturally occurring alkaloid primarily extracted from the plant Catharanthus roseus, commonly known as the Madagascar periwinkle. It is characterized by its complex structure, which includes a tetracyclic framework and various functional groups, contributing to its biological activity. This compound is known for its role in the biosynthesis of the anticancer drug vincristine, making it significant in medicinal chemistry. (-)-Vindoline exhibits a chiral center, resulting in its specific optical activity, which is crucial for its pharmacological properties. The substance is typically a white to off-white crystalline solid and is soluble in organic solvents like methanol and ethanol, but less soluble in water. Its molecular formula reflects a relatively high degree of complexity, and it is often studied for its potential therapeutic effects, particularly in oncology. Additionally, (-)-Vindoline's interactions with cellular mechanisms and its ability to inhibit cell division make it a subject of interest in cancer research and drug development.

Formula: C₂₅H₃₂N₂O₆

InChI: InChI=1S/C25H32N2O6/c1-6-23-10-7-12-27-13-11-24(19(23)27)17-9-8-16(31-4)14-18(17)26(3)20(24)25(30,22(29)32-5)21(23)33-15(2)28/h7-10,14,19-21,30H,6,11-13H2,1-5H3/t19-,20+,21+,23+,24+,25-/m0/s1

InChI key: InChIKey=CXBGOBGJHGGWIE-ACSXSLCXSA-N

SMILES: C(C)[C@@]12[C@]3([C@@]4([C@]([C@](C(OC)=O)(O)[C@@H]1OC(C)=O)(N(C)C=5C4=CC=C(OC)C5)[H])CCN3CC=C2)[H]

Synonyms:

• (2beta,3beta,4beta,5alpha,12beta,19alpha)-4-(Acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-aspidospermidine-3-carboxylic acid methyl ester
• 1H-Indolizino[8,1-cd]carbazole, aspidospermidine-3-carboxylic acid deriv.
• Aspidospermidine-3-Carboxylicacid,4-(Acetyloxy)-6,7-Didehydro-3-Hydroxy-16-Me
• Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12beta,19alpha)-
• Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2β,3β,4β,5α,12R,19α)-
• Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2β,3β,4β,5α,12β,19α)-
• Bufexamacum
• Methyl (2Beta,3Beta,4Beta,5Alpha,12Beta,19Alpha)-4-(Acetyloxy)-3-Hydroxy-16-Methoxy-1-Methyl-6,7-Didehydroaspidospermidine-3-Carboxylate
• Methyl (2Beta,3Beta,4Beta,5Alpha,19Alpha)-4-(Acetyloxy)-3-Hydroxy-16-Methoxy-1-Methyl-6,7-Didehydroaspidospermidine-3-Carboxylate
• Methyl (2Beta,3Beta,4Beta,5Xi,12Beta,19Alpha)-4-(Acetyloxy)-3-Hydroxy-16-Methoxy-1-Methyl-6,7-Didehydroaspidospermidine-3-Carboxylate
• Methyl (2Beta,4Beta,5Alpha,12Beta,19Alpha)-4-(Acetyloxy)-3-Hydroxy-16-Methoxy-1-Methyl-6,7-Didehydroaspidospermidine-3-Carboxylate
• NSC 91994
• Thoxy-1-Methyl-,Methylester,(2-Beta,3-Beta,4-Beta,5-Alpha,12-Beta,19-Alpha)
• Vindolin
• Vindoline Tartrate
• Vindoline free base
• Vindoline, (-)-

Aspidospermidine-3-carboxylic acid,4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methylester, (2b,3b,4b,5a,12R,19a)-

CAS: 2182-14-1

Formula: C₂₅H₃₂N₂O₅

Purity: 95%

Color and Shape: Solid

Molecular weight: 440.5320

Ref: IN-DA00I48E

Vindoline

CAS: 2182-14-1

Vindoline is an indole alkaloid that exhibits antimitotic activity by inhibiting microtubule assembly.

Formula: C₂₅H₃₂N₂O₆

Purity: 99.89%

Color and Shape: White Or Offwhite Powder

Molecular weight: 456.53

Ref: TM-T2773

Vindoline

CAS: 2182-14-1

Formula: C₂₅H₃₂N₂O₆

Molecular weight: 456.54

Ref: 4Z-V-116001

Vindoline

CAS: 2182-14-1

Vindoline

Purity: ≥98%

Molecular weight: 456.53g/mol

Ref: 54-BUP06409

Vindoline

CAS: 2182-14-1

Vindoline

Purity: 98%

Molecular weight: 456.53g/mol

Ref: 54-OR1025615

Vindoline

CAS: 2182-14-1

Formula: C₂₅H₃₂N₂O₆

Purity: >98.0%(HPLC)(qNMR)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 456.54

Ref: 3B-V0193

Vindoline

CAS: 2182-14-1

Formula: C₂₅H₃₂N₂O₆

Purity: 95%~99%

Molecular weight: 456.539

Ref: BP-BP1443

Vindoline

CAS: 2182-14-1

Color and Shape: Neat

Ref: 86-MM3359.01

Vindoline

CAS: 2182-14-1

Formula: C₂₅H₃₂N₂O₆

Purity: (HPLC) ≥ 98.0%

Color and Shape: White powder

Molecular weight: 456.53

Ref: 7W-GP8222

Vindoline

Controlled Product

CAS: 2182-14-1

Formula: C₂₅H₃₂N₂O₆

Color and Shape: Neat

Molecular weight: 456.53

Ref: TR-V416500

Vindoline

Controlled Product

CAS: 2182-14-1

Vindoline is a monoterpenoid indole alkaloid that is found in plants of the genus Vinca. It has been used to prepare samples for thin-layer chromatography, and can be detected by sephadex g-100. The reaction mechanism of vindoline is thought to be similar to other indole alkaloids, such as tryptamine, where two molecules are combined through a covalent bond between the amine group and the carbonyl group. Vindoline has been shown to inhibit polymerase chain reactions and also has a number of biological properties that could be useful in tissue culture. This natural product structure has been shown to have steric interactions with enzymes, including tyrosinase, which is involved in plant metabolism. Vindoline may also be able to inhibit plant physiology by altering photosynthesis or respiration.

Formula: C₂₅H₃₂N₂O₆

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 456.53 g/mol

Ref: 3D-FV10830

Vindoline

CAS: 2182-14-1

Formula: C₂₅H₃₂N₂O₆

Molecular weight: 456.54

Ref: ST-EA-CP-V49003

Vindoline

CAS: 2182-14-1

Formula: C₂₅H₃₂N₂O₆

Color and Shape: White To Off-White Solid

Molecular weight: 456.54

Ref: 4Z-V-040012